Synergistically acting herbicidal mixtures

ABSTRACT

A synergistic herbicidal mixture comprising A) picolinafen; or one of its environmentally compatible salts; and B) a synergistically effective amount of at least a triazolopyrimidine herbicide selected from the triazolopyrimidine sulfonanilides and penoxsulam; or one of its environmentally compatible salts or esters; and, if desired, C) at least a safener. Compositions comprising these mixtures, processes for the preparation of these compositions and their use for controlling undesired plants.

The present invention relates to a synergistic herbicidal mixturecomprising

-   A) picolinafen (I)-    or one of its environmentally compatible salts;    and-   B) a synergistically effective amount of at least a    triazolopyrimidine herbicide selected from the triazolopyrimidine    sulfonanilides and penoxsulam;-    or one of its environmentally compatible salts or esters;    and, if desired,-   C) at least a safener selected from the group of dichlormid,    benoxacor, LAB 145 138, MG-191, furilazole, cyometrinil,    oxabetrinil, fluxofenim, flurazole, naphthalic acid anhydride,    fenclorim, fenchlorazole-ethyl, mefenpyr, isoxadifen, cloquintocet,    1-ethyl-4-hydroxy-3(1H-tetrazol-5-yl)-1H-quinolin-2-one,    4-carboxy-methyl-chroman-4-carboxylic acid,    N-(2-methoxybenzyl)-4-(3-methylureido)-benzenesulfon-amide and    (3-oxo-isothiochroman-4-ylidenmethoxy)acetic acid methyl ester;-    or one of its environmentally compatible salts, esters or amides;

The invention furthermore relates to herbicidal compositions comprisinga herbicidally active amount of a synergistic herbicidal mixture asdefined above and at least one liquid and/or solid carrier and, ifdesired, at least one surfactant.

Moreover, the invention relates to processes for the preparation ofthese compositions and to a method of controlling undesirablevegetation.

WO 94/07368 and WO 01/26466 disclose mixtures of picolinafen withspecial further herbicides. However, in crop protection products, it isalways desirable to increase the specific activity of an activeingredient and the reliability of action. It is an object of the presentinvention to increase the activity and/or selectivity of picolinafenagainst undesirable harmful plants.

We have found that this object is achieved by the mixtures defined atthe outset. We have furthermore found herbicidal compositions whichcomprise these mixtures, processes for their preparation, and methods ofcontrolling undesirable vegetation. In the last-mentioned cases, it isirrelevant whether the herbicidally active compounds of group A), B)and, if desired, C) are formulated and applied jointly or separately andin which sequence they are applied in the case of separate application.

The mixtures according to the invention show a synergistic effect; thecompatibility of the herbicidally active compounds of group A), B) and,if desired C) for certain crop plants is generally retained.

Suitable triazolopyrimidine sulfonanilides are for example optionallysubstituted (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilides andoptionally substituted (1,2,4)triazolo-[1,5-a]pyrimidine sulfonanilides.

When any compounds are designated as being optionally substituted, thesubstituent groups which are optionally present may be any of thosecustomarily employed in the modification and/or development ofpesticidal compounds and are especially substituents that maintain orenhance the herbicidal activity associated with the compounds of thepresent invention, or influence persistence of action, soil or plantpenetration, or any other desirable property of such herbicidalcompounds. There may be one or more of the same or differentsubstituents present in each part of the molecule.

Preferred are optionally substituted (1,2,4)triazolo[1,5-c]pyrimidinesulfonanilides of formula IIa,

wherein

-   R¹ is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl and    C₁-C₄-haloalkoxy;-    especially halogen, like fluorine, chlorine and bromine;    C₁-C₄-alkyl, like methyl and ethyl; C₁-C₄-alkoxy, like methoxy and    ethoxy;-   R² is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl,    C₁-C₄-haloalkoxy and hydroxycarbonyl;-    especially halogen, like fluorine and chlorine; C₁-C₄-alkyl, like    methyl and ethyl; and hydroxycarbonyl;-   m 0, 1, 2 or 3;-    especially 1 or 2;-   n 0,1, 2 or 3;-    especially 2;

Examples for optionally substituted (1,2,4)triazolo[1,5-c]pyrimidinesulfonanilides of formula IIa are inter alia cloransulam, diclosulam andflorasulam.

Also preferred are optionally substituted(1,2,4)triazolo[1,5-a]pyrimidine sulfonanilides of formula IIb,

wherein

-   R¹ is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl and    C₁-C₄-haloalkoxy;-    especially halogen, like fluorine, chlorine and bromine;    C₁-C₄-alkyl, like methyl and ethyl; C₁-C₄-alkoxy, like methoxy and    ethoxy;-   R² is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl,    C₁-C₄-haloalkoxy and hydroxycarbonyl;-    especially halogen, like fluorine and chlorine; and C₁-C₄-alkyl,    like methyl and ethyl;-   m 0, 1, 2 or 3;-    especially 1 or 2;-   n 0, 1, 2 or 3;-    especially 2 or 3.

Examples for optionally substituted (1,2,4)triazolo[1,5-a]pyrimidinesulfonanilides of formula IIb are inter alia flumetsulam and metosulam.

The compounds of group A), B) and, if desired C) may exist, or be used,in the form of their environmentally compatible salts, esters andamides.

Suitable salts, esters and amides are, in general, those ones which donot adversely affect the herbicidal action or safening of the activeingredients.

Suitable cations are, in particular, ions of the alkali metals,preferably lithium, sodium and potassium, of the alkaline earth metals,preferably calcium and magnesium, and of the transition metals,preferably manganese, copper, zinc and iron, and also ammonium, it beingpossible in this case, if desired, for one to four atoms to be replacedby C₁-C₄-alkyl, hydroxy-C₁-C₄-alkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,hydroxy-C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl or benzyl, preferably ammonium,dimethylammonium, diisopropylammonium, tetramethylammonium,tetrabutylammonium, 2-(2-hydroxy-eth-1-oxy)eth-1-ylammonium,di(2-hydroxyeth-1-yl)-ammonium, trimethylbenzylammonium, furthermorephosphonium ions, sulfonium ions, preferably tri(C₁-C₄-alkyl)sulfonium,and sulfoxonium ions, preferably tri(C₁-C₄-alkyl)sulfoxonium.

Anions of suitable acid addition salts are mainly chloride, bromide,fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogenphosphate, nitrate, hydrogen carbonate, carbonate, hexafluorosilicate,hexafluorophosphate, benzoate and the anions of C₁-C₄-alkanoyl acids,preferably formate, acetate, propionate and butyrate.

Suitable esters are alkly-, alkoxyalkyl-, allyl-, propargyl- andoxetan-3-ylesters, preferably C₁-C₁₀-esters, for example methyl-,ethyl-, propyl-, isopropyl-, butyl-, isobutyl-, pentyl-,mexyl-(≡1-methyl-hexyl) or isoctyl-(≡2-ethylhexyl)ester,C₁-C₄-alkoxy-ethyl-esters, for example methoxyethyl-, ethoxyethyl- orbutoxyethyl-ester, allylesters, proparyglesters and oxetan-3-ylesters.

Suitable amides are “amide” itself, alkyl- and dialkyl-amides as well asanilides, preferably C₁-C₄-alkyl-amides, for example methyl- orethyl-amide, di(C₁-C₄-alkyl)-amides, for example dimethyl- or diethylamide, or anilides, preferably anilide itself or 2-chloro-anilide.

The compounds of components A), B) and, if desired C) as well as theirsalts, esters and amides, also may exist in the form of the pureenantiomere, and also as racemates or diastereomer mixtures.

Preferred synergistic mixtures according to the invention comprise ascomponent A) picolinafen and as component B) at least atriazolopyrimidine sulfonanilide.

-   -   Especially preferred are synergistic mixtures which comprise as        component A) picolinafen and as component B) at least an        optionally substituted (1,2,4)triazolo-[1,5-c]pyrimidine        sulfonanilide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B) at            least an optionally substituted            (1,2,4)triazolo-[1,5-c]pyrimidine sulfonanilides of formula            IIa.        -   Extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B)            cloransulam, especially cloransulam methyl.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B)            diclosulam.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B)            florasulam.    -   Also especially preferred are synergistic mixtures which        comprise as component A) picolinafen and as component B) at        least an optionally substituted        (1,2,4)triazolo-[1,5-a]pyrimidine sulfonanilide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B) at            least an optionally substituted            (1,2,4)triazolo[1,5-a]pyrimidine sulfonanilides of formula            IIb.        -   Extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B)            flumetsulam.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen and as component B)            metosulam.

Also preferred are synergistic mixtures according to the invention whichcomprise as component A) picolinafen and component B) penoxulam.

Also preferred are synergistic mixtures according to the invention whichcomprise as component C) cloquintocet, preferably cloquintocet “acid”,cloquintocet mexyl or cloquintocet mexyl×n hydrate (n=2 to 6);isoxadifen, preferably isoxadifen “acid” or isoxadifen ethyl; ormefenpyr, preferably mefenpyr “acid” or mefenpyr diethyl.

-   -   Especially preferred are synergistic mixtures which comprise as        component C) cloquintocet, preferably cloquintocet “acid”,        cloquintocet mexyl or cloquintocet mexyl×n hydrate (n=2 to 6).        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide and as component C)            cloquintocet, preferably cloquintocet “acid”, cloquintocet            mexyl or cloquintocet mexyl×n hydrate (n=2 to 6).            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)-triazolo[1,5-c]pyrimidine sulfonanilide and                component C) cloquintocet, preferably cloquintocet                “acid”, cloquintocet mexyl or cloquintocet mexyl×n                hydrate (n=2 to 6).                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilides of                    formula IIa and as component C) cloquintocet,                    preferably cloquintocet “acid”, cloquintocet mexyl                    or cloquintocet mexyl×n hydrate (n=2 to 6).                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, and as component C) cloquintocet, preferably                    cloquintocet “acid”, cloquintocet mexyl or                    cloquintocet mexyl×n hydrate (n=2 to 6).                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam and as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6).                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) and florasulam and as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6).            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)-triazolo[1,5-a]pyrimidine sulfonanilide and as                component C) cloquintocet, preferably cloquintocet                “acid”, cloquintocet mexyl or cloquintocet mexyl×n                hydrate (n=2 to 6).                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen                    and as component B) at least an optionally                    substituted (1,2,4)triazolo[1,5-a]pyrimidine                    sulfonanilides of formula IIb and as component C)                    cloquintocet, preferably cloquintocet “acid”,                    cloquintocet mexyl or cloquintocet mexyl×n hydrate                    (n=2 to 6).                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam and as component C)                    cloquintocet, preferably cloquintocet “acid”,                    cloquintocet mexyl or cloquintocet mexyl×n hydrate                    (n=2 to 6).                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) metosulam and as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6).        -   Also particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            penoxulam and as component C) cloquintocet, preferably            cloquinto-cet “acid”, cloquintocet mexyl or cloquintocet            mexyl×n hydrate (n=2 to 6).    -   Especially preferred are synergistic mixtures which comprise as        component C) isoxadifen, preferably isoxadifen “acid” or        isoxadifen ethyl.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide and as component C)            isoxadifen, preferably isoxadifen “acid” or isoxadifen            ethyl.            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide and as                component C) isoxadifen, preferably isoxadifen “acid” or                isoxadifen ethyl.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilides of                    formula IIa and as component C) isoxadifen,                    preferably isoxadifen “acid” or isoxadifen ethyl.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, and as component C) isoxadifen, preferably                    isoxadifen “acid” or isoxadifen ethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam and as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) florasulam and as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl.            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)-triazolo[1,5-a]pyrimidine sulfonanilide and as                component C) isoxadifen, preferably isoxadifen “acid” or                isoxadifen ethyl.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-a]pyrimidine sulfonanilide of                    formula IIb and as component C) isoxadifen,                    preferably isoxadifen “acid” or isoxadifen ethyl.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam and as component C)                    isoxadifen, preferably isoxadifen “acid” or                    isoxadifen ethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinaen, as component B) metosulam and as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl.        -   Also particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            penoxulam and as component C) isoxadifen, preferably            isoxadifen “acid” or isoxadifen ethyl.    -   Especially preferred are synergistic mixtures which comprise as        compound of group C) mefenpyr, preferably mefenpyr “acid” or        mefenpyr diethyl.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide and as component C)            mefenpyr, preferably mefenpyr “acid” or mefenpyr diethyl.            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide and as                component C) mefenpyr, preferably mefenpyr “acid” or                mefenpyr diethyl.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide of                    formula IIa and as component C) mefenpyr, preferably                    mefenpyr “acid” or mefenpyr diethyl.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, and as component C) mefenpyr, preferably                    mefenpyr “acid” or mefenpyr diethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam and as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) florasulam and as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl.            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)triazolo[1,5-a]pyrimidine sulfonanilide and as                component C) mefenpyr, preferably mefenpyr “acid” or                mefenpyr diethyl.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen                    and as component B) at least an optionally                    substituted (1,2,4)triazolo[1,5-a]pyrimidine                    sulfonanilide of formula IIb and as component C)                    mefenpyr, preferably mefenpyr “acid” or mefenpyr                    diethyl.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam and as component C)                    mefenpyr, preferably mefenpyr “acid” or mefenpyr                    diethyl.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) metosulam and as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl.        -   Also particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            penoxsulam and as component C) mefenpyr, preferably mefenpyr            “acid” or mefenpyr diethyl.

Moreover it may be advantageous that the synergistic mixture accordingto the present invention comprises as active ingredients a compound ofgroup A), at least a compound of group B), if desired at least acompound of group C), and furthermore at least a herbicide of group D).

Examples of suitable herbicides of group D) are, inter alia, acetyl-CoAcarboxylase inhibitors (ACC), acetolactate synthase inhibitors (ALS),amides, auxin herbicides, auxin transport inhibitors, carotenoidbiosynthesis inhibitors, enolpyruvylshikimate 3-phosphate synthaseinhibitors (EPSPS), glutamine synthetase inhibitors, lipid biosynthesisinhibitors, mitosis inhibitors, protoporphyrinogen IX oxidaseinhibitors, photosynthesis inhibitors, synergists, growth substances,cell wall biosynthesis inhibitors and a variety of other herbicides.

Special examples of herbicides of group D) which can be used, are interalia,

-   D1 acetyl-CoA carboxylase inhibitors (ACC), for example    -   cyclohexenone oxime ethers, such as alloxydim, clethodim,        cloproxydim, cycloxydim, sethoxydim, tralkoxydim, butroxydim,        clefoxydim or tepraloxydim;    -   phenoxyphenoxypropionic esters, such as clodinafop-propargyl,        cyhalofop-butyl, diclofop-methyl, fenoxaprop-ethyl,        fenoxaprop-P-ethyl, fenthiaprop-ethyl, fluazifop-butyl,        fluazifop-P-butyl, haloxyfop-ethoxyethyl, haloxyfop-methyl,        haloxyfop-P-methyl, isoxapyrifop, propaquizafop,        quizalofop-ethyl, quizalofop-P-ethyl or quizalofop-tefuryl; or    -   arylaminopropionic acids, such as flamprop-methyl or        flamprop-isopropyl;-   D2 acetolactate synthase inhibitors (ALS), for example    -   imidazolinones, such as imazapyr, imazaquin,        imazamethabenz-methyl (imazame), imazamox, imazapic or        imazethapyr;    -   pyrimidyl ethers, such as pyrithiobac-acid, pyrithiobac-sodium,        bispyribac-sodium, KIH-6127 or pyribenzoxym;    -   sulfonylureas, such as amidosulfuron, azimsulfuron,        bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,        cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,        ethoxysulfuron, flazasulfuron, flucarbazone, flupyrsulfuron,        foramsulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron,        mesosulfuron, metsulfuron-methyl, nicosulfuron,        primisulfuron-methyl, prosulfuron, procarbazone,        pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or        -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron,        tribenuron-methyl, triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;-   D3 amides, for example    -   allidochlor (CDAA), benzoylprop-ethyl, bromobutide,        chlorthiamid, diphenamid, etobenzanid (benzchlomet),        fluthiamide, fosamin or monalide;-   D4 auxin herbicides, for example    -   pyridinecarboxylic acids, such as clopyralid or picloram; or    -   2,4-D or benazolin;-   D5 auxin transport inhibitors, for example    -   naptalame or diflufenzopyr;-   D6 carotenoid biosynthesis inhibitors, for example    -   benzofenap, clomazone (dimethazone), diflufenican,        fluorochloridone, fluridone, pyrazolynate, pyrazoxyfen,        isoxaflutole, isoxachlortole, mesotrione, sulcotrione        (chlormesulone), ketospiradox, flurtamone, norflurazon or        amitrol;-   D7 enolpyruvylshikimate-3-phosphate synthase inhibitors (EPSPS), for    example    -   glyphosate or sulfosate;-   D8 glutamine synthetase inhibitors, for example    -   bilanafos (bialaphos) or glufosinate-ammonium;-   D9 lipid biosynthesis inhibitors, for example    -   anilides, such as anilofos or mefenacet;    -   chloroacetanilides, such as dimethenamid, S-dimethenamid,        acetochlor, alachlor, butachlor, butenachlor, diethatyl-ethyl,        dimethachlor, metazachlor, metolachlor, S-metolachlor,        pretilachlor, propachlor, prynachlor, terbuchlor, thenylchlor or        xylachlor;    -   thioureas, such as butylate, cycloate, di-allate, dimepiperate,        EPTC, esprocarb, molinate, pebulate, prosulfocarb, thiobencarb        (benthiocarb), tri-allate or vernolate; or    -   benfuresate or perfluidone;-   D10 mitosis inhibitors, for example    -   carbamates, such as asulam, carbetamid, chlorpropham, orbencarb,        pronamid (propyzamid), propham or tiocarbazil;    -   dinitroanilines, such as benefin, butralin, dinitramin,        ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine        or trifluralin;    -   pyridines, such as dithiopyr or thiazopyr; or    -   butamifos, chlorthal-dimethyl (DCPA) or maleic hydrazide;-   D11 protoporphyrinogen IX oxidase inhibitors, for example    -   diphenyl ethers, such as acifluorfen, acifluorfen-sodium,        aclonifen, bifenox, chlomitrofen (CNP), ethoxyfen, fluorodifen,        fluoroglycofen-ethyl, fomesafen, furyloxyfen, lactofen,        nitrofen, nitrofluorfen or oxyfluorfen;    -   oxadiazoles, such as oxadiargyl or oxadiazon;    -   cyclic imides, such as azafenidin, butafenacil,        carfentrazone-ethyl, cinidon-ethyl, flumiclorac-pentyl,        flumioxazin, flumipropyn, flupropacil, fluthiacet-methyl,        sulfentrazone or thidiazimin; or    -   pyrazoles, such as ET-751, JV 485 or nipyraclofen;-   D12 photosynthesis inhibitors, for example    -   propanil, pyridate or pyridafol;    -   benzothiadiazinones, such as bentazone;    -   dinitrophenols, for example bromofenoxim, dinoseb,        dinoseb-acetate, dinoterb or DNOC;    -   dipyridylenes, such as cyperquat-chloride,        difenzoquat-methylsulfate, diquat or paraquat-dichloride;    -   ureas, such as chlorbromuron, chlorotoluron, difenoxuron,        dimefuron, diuron, ethidimuron, fenuron, fluometuron,        isoproturon, isouron, linuron, methabenzthiazuron, methazole,        metobenzuron, metoxuron, monolinuron, neburon, siduron or        tebuthiuron;    -   phenols, such as bromoxynil or ioxynil;    -   chloridazon;    -   triazines, such as ametryn, atrazine, cyanazine, desmetryn,        dimethamethryn, hexazinone, prometon, prometryn, propazine,        simazine, simetryn, terbumeton, terbutryn, terbutylazine or        trietazine;    -   triazinones, such as metamitron or metribuzin;    -   uracils, such as bromacil, lenacil or terbacil; or    -   biscarbamates, such as desmedipham or phenmedipham;-   D13 synergists, for example    -   oxiranes, such as tridiphane;-   D14 growth substances, for example    -   aryloxyalkanoic acids, such as 2,4-DB, clomeprop, dichlorprop,        dichlorprop-P (2,4-DP-P), fluoroxypyr, MCPA, MCPB, mecoprop,        mecoprop-P or triclopyr;    -   benzoic acids, such as chloramben or dicamba; or    -   quinolinecarboxylic acids, such as quinclorac or quinmerac;-   D15 cell wall synthesis inhibitors, for example    -   isoxaben or dichlobenil;-   D16 various other herbicides, for example    -   dichloropropionic acids, such as dalapon;    -   dihydrobenzofurans, such as ethofumesate;    -   phenylacetic acids, such as chlorfenac (fenac); or    -   aziprotryn, barban, bensulide, benzthiazuron, benzofluor,        buminafos, buthidazole, buturon, cafenstrole, chlorbufam,        chlorfenprop-methyl, chloroxuron, cinmethylin, cumyluron,        cycluron, cyprazine, cyprazole, dibenzyluron, dipropetryn,        dymron, eglinazin-ethyl, endothall, ethiozin, flucabazone,        fluorbentranil, flupoxam, isocarbamid, isopropalin, karbutilate,        mefluidide, monuron, napropamide, napropanilide, nitralin,        oxaciclomefone, phenisopham, piperophos, procyazine,        profluralin, pyributicarb, secbumeton, sulfallate (CDEC),        terbucarb, triaziflam, triazofenamid or trimeturon;        or their environmentally compatible salts, “acids”, esters and        amides.

Suitable salts, esters and amides are similar to those mentioned for thecompounds of the group of groups A), B) and C).

The compounds of group D) as well as their salts, “acids”, esters andamides, may also exist in the form of the pure enantiomere, and also asracemates or diastereomer mixtures.

Preferred are synergistic mixtures which comprise as component A)picolinafen, as component B) at least a triazolopyrimidine and ascomponent D) at least a sulfonylurea, such as amidosulfuron,azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,metsulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron,procarbazone, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or-3-oxetanyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron,tribenuron-methyl, triflusulfuron-methyl, trifloxysulfuron orN-[[[4-methoxy-6-(trifluoro-methyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;especiallyN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

-   -   Especially preferred are synergistic mixtures which comprise as        component A) picolinafen, as component B) at least an optionally        substituted (1,2,4)triazolo-[1,5-c]-pyrimidine sulfonanilide and        as component D) at least a sulfonylurea, such as amidosulfuron,        azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,        chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,        flucarbazone, flupyrsulfuron, foramsulfuron,        halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,        metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,        prosulfuron, procarbazone, pyrazosulfuron-ethyl, rimsulfuron,        sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,        thifensulfuron-methyl, triasulfuron, tribenuron-methyl,        triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzene-sulfonamide;        especially        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least an optionally substituted            (1,2,4)triazolo-[1,5-c]pyrimidine sulfonanilides of formula            IIa and as component D) at least a sulfonylurea, such as            amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            cloransulam, especially cloransulam methyl, and as            component D) at least a sulfonylurea, such as amidosulfuron,            azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,            chlorsulfuron, cinosulfuron, cyclosulfamuron,            ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,            flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            diclosulam and as component D) at least a sulfonyl-urea,            such as amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            florasulam and as compound D) at least a sulfonylurea, such            as amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.    -   Also especially preferred are synergistic mixtures which        comprise as component A) picolinafen, as component B) at least        an optionally substituted (1,2,4)triazolo[1,5-a]-pyrimidine        sulfonanilide and as component D) at least a sulfonylurea, such        as amidosulfuron, azimsulfuron, bensulfuron-methyl,        chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,        flucarbazone, flupyrsulfuron, foramsulfuron,        halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,        metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,        prosulfuron, procarbazone, pyrazosulfuron-ethyl, rimsulfuron,        sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,        thifensulfuron-methyl, triasulfuron, tribenuron-methyl,        triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;        especially        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least an optionally substituted            (1,2,4)triazolo-[1,5-a]pyrimidine sulfonanilides of formula            IIb and as component D) at least a sulfonylurea, such as            amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            flumetsulam, and as compound D) at least a sulfonylurea,            such as amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Also extraordinary preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            metosulam and as component D) at least a sulfonylurea, such            as amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

Also preferred are synergistic mixtures which comprise as component A)picolinafen, as component B) penoxulam and as component D) at least asulfonylurea, such as amidosulfuron, azimsulfuron, bensulfuron-methyl,chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucarbazone,flupyrsulfuron, foramsulfuron, halosulfuron-methyl, imazosulfuron,iodosulfuron, mesosulfuron, metsulfuron-methyl, nicosulfuron,primisulfuron-methyl, prosulfuron, procarbazone, pyrazosulfuron-ethyl,rimsulfuron, sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,thifensulfuron-methyl, triasulfuron, tribenuron-methyl,triflusulfuron-methyl, trifloxysulfuron orN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;especiallyN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

Also preferred are synergistic mixtures according to the invention whichcomprise as component C) cloquintocet, preferably cloquintocet “acid”,cloquintocet mexyl or cloquintocet mexyl×n hydrate (n=2 to 6);isoxadifen, preferably isoxadifen “acid” or isoxadifen ethyl; ormefenpyr, preferably mefenpyr “acid” or mefenpyr diethyl, and ascomponent D) at least a sulfonylurea, such as amidosulfuron,azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,metsulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron,procarbazone, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or-3-oxetanyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron,tribenuron-methyl, triflusulfuron-methyl, trifloxysulfuron orN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;especiallyN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

-   -   Especially preferred are synergistic mixtures which comprise as        component C) cloquintocet, preferably cloquintocet “acid”,        cloquintocet mexyl or cloquintocet mexyl×n hydrate (n=2 to 6),        and as component D) at least a sulfonylurea, such as        amidosulfuron, azimsulfuron, bensulfuron-methyl,        chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,        flucarbazone, flupyrsulfuron, foramsulfuron,        halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,        metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,        prosulfuron, procarbazone, pyrazosulfuron-ethyl, rimsulfuron,        sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,        thifensulfuron-methyl, triasulfuron, tribenuron-methyl,        triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;        especially        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide, as component C)            cloquintocet, preferably cloquintocet “acid”, cloquintocet            mexyl or cloquintocet mexyl×n hydrate (n=2 to 6), and as            component D) at least a sulfonylurea, such as amidosulfuron,            azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,            chlorsulfuron, cinosulfuron, cyclosulfamuron,            ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,            flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5            triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)triazolo-[1,5-c]-pyrimidine sulfonanilide, as                component C) cloquintocet, preferably cloquintocet                “acid”, cloquintocet mexyl or cloquintocet mexyl×n                hydrate (n=2 to 6), and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide of                    formula IIa, as component C) cloquintocet,                    preferably cloquintocet “acid”, cloquintocet mexyl                    or cloquintocet mexyl×n hydrate (n=2 to 6), and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, as component C) cloquintocet, preferably                    cloquintocet “acid”, cloquintocet mexyl or                    cloquintocet mexyl×n hydrate (n=2 to 6), and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam, as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6), and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) florasulam, as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6), and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)-triazolo-[1,5-a]pyrimidine sulfonanilide, as                component C) cloquintocet, preferably cloquintocet                “acid”, cloquintocet mexyl or cloquintocet mexyl×n                hydrate (n=2 to 6), and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially exraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-a]pyrimidine sulfonanilide of                    formula IIb, as component C) cloquintocet,                    preferably cloquintocet “acid”, cloquintocet mexyl                    or cloquintocet mexyl×n hydrate (n=2 to 6), and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam, as component C)                    cloquintocet, preferably cloquintocet “acid”,                    cloquintocet mexyl or cloquintocet mexyl×n hydrate                    (n=2 to 6), and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) metosulam, as                    component C) cloquintocet, preferably cloquintocet                    “acid”, cloquintocet mexyl or cloquintocet mexyl×n                    hydrate (n=2 to 6), and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Also particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            penoxulam, as component C) cloquintocet, preferably            cloquintocet “acid”, cloquintocet mexyl or cloquintocet            mexyl×n hydrate (n=2 to 6), and as component D) at least a            sulfonylurea, such as amidosulfuron, azimsulfuron,            bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,            cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,            ethoxysulfuron, flazasulfuron, flucarbazone, flupyrsulfuron,            foramsulfuron, halosulfuron-methyl, imazosulfuron,            iodosulfuron, mesosulfuron, metsulfuron-methyl,            nicosulfuron, primisulfuron-methyl, prosulfuron,            procarbazone, pyrazosulfuron-ethyl, rimsulfuron,            sulfometuron-methyl or -3-oxetan-yl, sulfosulfuron,            thifensulfuron-methyl, triasulfuron, tribenuron-methyl,            triflusulfuron-methyl, trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.    -   Especially preferred are synergistic mixtures which comprise as        component C) isoxadifen, preferably isoxadifen “acid” or        isoxadifen ethyl, and as component D) at least a sulfonylurea,        such as amidosulfuron, azimsulfuron, bensulfuron-methyl,        chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,        flucarbazone, flupyrsulfuron, foramsulfuron,        halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,        metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,        prosulfuron, procarbazone, pyrazosulfuron-ethyl, rimsulfuron,        sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,        thifensulfuron-methyl, triasulfuron, tribenuron-methyl,        triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;        especially        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide, as component C)            isoxadifen, preferably isoxadifen “acid” or isoxadifen            ethyl, and as component D) at least a sulfonylurea, such as            amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide, as                component C) isoxadifen, preferably isoxadifen “acid” or                isoxadifen ethyl, and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide of                    formula IIa, as component C) isoxadifen, preferably                    isoxadifen “acid” or isoxadifen ethyl, and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, as component C) isoxadifen, preferably                    isoxadifen “acid” or isoxadifen ethyl, and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam, as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl, and as component D) at                    least a sulfonylurea, such as amidosulfuron,                    azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-y]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(tri-fluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) florasulam, as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl, and as component D) at                    least a sulfonylurea, such as amidosulfuron,                    azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)triazolo-[1,5-a]pyrimidine sulfonanilide, as                component C) isoxadifen, preferably isoxadifen “acid” or                isoxadifen ethyl, and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen                    and as component B) at least an optionally                    substituted (1,2,4)triazolo[1,5-a]pyrimidine                    sulfonanilide of formula IIb, as component C)                    isoxadifen, preferably isoxadifen “acid” or                    isoxadifen ethyl, and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl; prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam, as component C)                    isoxadifen, preferably isoxadifen “acid” or                    isoxadifen ethyl, and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron;                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) metosulam, as                    component C) isoxadifen, preferably isoxadifen                    “acid” or isoxadifen ethyl, and as component D) at                    least a sulfonylurea, such as amidosulfuron,                    azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Also particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B)            penoxulam, as component C) isoxadifen, preferably isoxadifen            “acid” or isoxadifen ethyl, and as component D) at least a            sulfonylurea, such as amidosulfuron, azimsulfuron,            bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,            cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,            ethoxysulfuron, flazasulfuron, flucarbazone, flupyrsulfuron,            foramsulfuron, halosulfuron-methyl, imazosulfuron,            iodosulfuron, mesosulfuron, metsulfuron-methyl,            nicosulfuron, primisulfuron-methyl, prosulfuron,            procarbazone, pyrazosulfuron-ethyl, rimsulfuron,            sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,            thifensulfuron-methyl, triasulfuron, tribenuron-methyl,            triflusulfuron-methyl, trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.    -   Especially preferred are synergistic mixtures which comprise as        component C) mefenpyr, preferably mefenpyr “acid” or mefenpyr        diethyl, and as component D) at least a sulfonylurea, such as        amidosulfuron, azimsulfuron, bensulfuron-methyl,        chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron,        flucarbazone, flupyrsulfuron, foramsulfuron,        halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,        metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,        prosulfuron, procarbazone, pyrazosulfuron-ethyl, rimsulfuron,        sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,        thifensulfuron-methyl, triasulfuron, tribenuron-methyl,        triflusulfuron-methyl, trifloxysulfuron or        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;        especially        N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.        -   Particularly preferred are synergistic mixtures which            comprise as component A) picolinafen, as component B) at            least a triazolopyrimidine sulfonanilide, as component C)            mefenpyr, preferably mefenpyr “acid” or mefenpyr diethyl,            and component D) at least a sulfonylurea, such as            amidosulfuron, azimsulfuron, bensulfuron-methyl,            chlorimuron-ethyl, chlorsulfuron, cinosulfuron,            cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,            flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,            halosulfuron-methyl, imazosulfuron, iodosulfuron,            mesosulfuron, metsulfuron-methyl, nicosulfuron,            primisulfuron-methyl, prosulfuron, procarbazone,            pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or            -3-oxetanyl, sulfosulfuron, thifensulfuron-methyl,            triasulfuron, tribenuron-methyl, triflusulfuron-methyl,            trifloxysulfuron or            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;            especially            N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Extraordinary preferred are synergistic mixtures which                comprise as component A) picolinafen, as component B) at                least an optionally substituted                (1,2,4)triazolo-[1,5-c]pyrimidine sulfonanilide, as                component C) mefenpyr, preferably mefenpyr “acid” or                mefenpyr diethyl, and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoro-methyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-c]pyrimidine sulfonanilide of                    formula IIa, as component C) mefenpyr, preferably                    mefenpyr “acid” or mefenpyr diethyl, and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) cloransulam, especially cloransulam                    methyl, as component C) mefenpyr, preferably                    mefenpyr “acid” or mefenpyr diethyl, and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) diclosulam, as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl, and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) florasulam, as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl, and as compound D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(tri-fluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.            -   Also extraordinary preferred are synergistic mixtures                which comprise as component A) picolinafen, as                component B) at least an optionally substituted                (1,2,4)triazolo-[1,5-a]pyrimidine sulfonanilide, as                component C) mefenpyr, preferably mefenpyr “acid” or                mefenpyr diethyl, and as component D) at least a                sulfonylurea, such as amidosulfuron, azimsulfuron,                bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,                cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl,                ethoxysulfuron, flazasulfuron, flucarbazone,                flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                imazosulfuron, iodosulfuron, mesosulfuron,                metsulfuron-methyl, nicosulfuron, primisulfuron-methyl,                prosulfuron, procarbazone, pyrazosulfuron-ethyl,                rimsulfuron, sulfometuron-methyl or -3-oxetanyl,                sulfosulfuron, thifensulfuron-methyl, triasulfuron,                tribenuron-methyl, triflusulfuron-methyl,                trifloxysulfuron or                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoro-methyl)-benzenesulfon-amide;                especially                N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Especially extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) at least an optionally substituted                    (1,2,4)triazolo[1,5-a]pyrimidine sulfonanilide of                    formula IIb, as component C) mefenpyr, preferably                    mefenpyr “acid” or mefenpyr diethyl, and as                    component D) at least a sulfonylurea, such as                    amidosulfuron, azimsulfuron, bensulfuron-methyl,                    chlorimuron-ethyl, chlorsulfuron, cinosulfuron,                    cyclosulfamuron, ethametsulfuron-methyl,                    ethoxysulfuron, flazasulfuron, flucarbazone,                    flupyrsulfuron, foramsulfuron, halosulfuron-methyl,                    imazosulfuron, iodosulfuron, mesosulfuron,                    metsulfuron-methyl, nicosulfuron,                    primisulfuron-methyl, prosulfuron, procarbazone,                    pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]-amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Particularly extraordinary preferred are synergistic                    mixtures which comprise as component A) picolinafen,                    as component B) flumetsulam, as component C)                    mefenpyr, preferably mefenpyr “acid” or mefenpyr                    diethyl, and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.                -   Also particularly extraordinary preferred are                    synergistic mixtures which comprise as component A)                    picolinafen, as component B) metosulam, as                    component C) mefenpyr, preferably mefenpyr “acid” or                    mefenpyr diethyl, and as component D) at least a                    sulfonylurea, such as amidosulfuron, azimsulfuron,                    bensulfuron-methyl, chlorimuron-ethyl,                    chlorsulfuron, cinosulfuron, cyclosulfamuron,                    ethametsulfuron-methyl, ethoxysulfuron,                    flazasulfuron, flucarbazone, flupyrsulfuron,                    foramsulfuron, halosulfuron-methyl, imazosulfuron,                    iodosulfuron, mesosulfuron, metsulfuron-methyl,                    nicosulfuron, primisulfuron-methyl, prosulfuron,                    procarbazone, pyrazosulfuron-ethyl, rimsulfuron,                    sulfometuron-methyl or -3-oxetanyl, sulfosulfuron,                    thifensulfuron-methyl, triasulfuron,                    tribenuron-methyl, triflusulfuron-methyl,                    trifloxysulfuron or                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;                    especially                    N-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

Also particularly preferred are synergistic mixtures which comprise ascomponent A) picolinafen, as component B) penoxulam, as component C)mefenpyr, preferably mefenpyr “acid” or mefenpyr diethyl, and ascomponent D) at least a sulfonylurea, such as amidosulfuron,azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron,cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron,flazasulfuron, flucarbazone, flupyrsulfuron, foramsulfuron,halosulfuron-methyl, imazosulfuron, iodosulfuron, mesosulfuron,metsulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron,procarbazone, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl or-3-oxetanyl, sulfosulfuron, thifensulfuron-methyl, triasulfuron,tribenuron-methyl, triflusulfuron-methyl, trifloxysulfuron orN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide;especiallyN-[[[4-methoxy-6-(trifluoromethyl)-1,3,5-triazin-2-yl]amino]carbonyl]-2-(trifluoromethyl)-benzenesulfon-amide.

Also preferred are synergistic mixtures which comprise as component A)picolinafen, as component B) at least a triazolopyrimidine and ascomponent D) at least a compound selected from the groupd D1, D3 to D16as well as from the imidazolinones and the pyrimidyl ethers (as definedabove).

Also preferred are synergistic mixtures which comprise as component A)picolinafen, as component B) at least a triazolopyrimidine, as componentC) cloquintocet, preferably cloquintocet “acid”, cloquintocet mexyl orcloquintocet mexyl×n hydrate (n=2 to 6), isoxadifen, preferablyisoxadifen “acid” or isoxadifen ethyl, or mefenpyr, preferably mefenpyr“acid” or mefenpyr diethyl, and as component D) at least a compoundselected from the groupd D1, D3 to D16 as well as from theimidazolinones and the pyrimidyl ethers (as defined above).

Preferred are synergistic mixtures which comprise as active ingredientsonly picolinafen and one compound of group B).

Especially preferred synergistic mixtures thereof are in analogy to theabove-mentioned ones.

Also preferred are synergistic mixtures which comprise as activeingredients only picolinafen, one compound of group B) and one compoundof group C).

Especially preferred synergistic mixtures thereof are in analogy to theabove-mentioned ones.

Also preferred are synergistic mixtures which comprise as activeingredients only picolinafen, one compound of group B) and one compoundof group D).

Especially preferred synergistic mixtures thereof are in analogy to theabove-mentioned ones.

Also preferred are synergistic mixtures which comprise as activeingredients only picolinafen, one compound of group B), one compound ofgroup C) and one compound of group D).

Especially preferred synergistic mixtures thereof are in analogy to theabove-mentioned ones.

Picolinafen is disclosed in EP 447 004.

The compounds of group B are described, for example, in U.S. Pat. No.4,818,273 and in U.S. Pat. No. 5,163,995, especially in “The PesticideManual”, 12^(th) edition (“cloransulam” p. 196, “diclosulam” p. 283,“florasulam” p. 420, “flumetsulam” p. 438, “metosulam” p. 640);“penoxsulam” is disclosed in U.S. Pat. No. 5,858,924.

The compounds of group C) are described, for example, in

-   -   “Herbizide [Herbicides]”, Hock, Fedtke, Schmidt, 1 st edition,        Thieme 1995 (“dichlormid” p. 263, “benoxacor” p. 263,        “LAB-145138” p. 263, “MG-191” p. 263, “MON-13900” p. 263,        “cyometrinil” p. 265, “oxabetrinil” p. 265, “yluxofenim” p. 265,        “flurazole” p. 265, “naphtalic acid anhydride” p. 265,        “fenchlorim” p. 266, “fenchlorazol” p. 266, “cloquintocet” p.        266);    -   WO 91/07874 (“mefenpyr”);    -   WO 99/00020        (“1-ethyl-4-hydroxy-3-(1H-tetrazol-5-yl)-1H-quinolin-2-one”);    -   EP 613 618 (“4-carboxymethyl-chroman-4-carboxylic acid”);    -   U.S. Pat. No. 5,215,570        (“N-(2-methoxy-benzoyl)-4-(3-methylureido)-benzenesulfonamide”);    -   EP 929 543 (“3-oxo-isothiochroman-4-ylidenemethoxy)-acetic acid        methyl ester”).

The herbicidally active compounds from amongst groups D1 to D16 aredescribed, for example, in

-   -   “Herbizide [Herbicides]”, Hock, Fedtke, Schmidt, 1st edition,        Thieme 1995 (s. “quinclorac” p. 238, “molinat” p. 32,        “butachlor” p. 32, “pretilachlor” p. 32, “dithiopyr” p. 32,        “mefenacet” p. 32, “fenoxapropethyl” p. 216, “dimepiperate” p.        32, “pyrazolynate” p. 146, “pyrazoxyfen” p. 146,        “bensulfuronmethyl” p. 31, “pyrazosulfuron-ethyl” p. 31,        “cinosulfuron” p. 31, “benfuresate” p. 233, “bromobutide” p.        243, “dymron” p. 243, “dimethyametryn” p. 118, “esprocarb” p.        229, “pyributicarb” p. 32, “cinemthylin” p. 32, “propanil” p.        32, “2,4-D” p. 30, “bentazon” p. 30, “azimsulfuron        (DPX-A-8947)” p. 175, “mecoprop-P” p. 237, “chlorpropham” p.        205, “ethoxyfen” p. 30, “haloxyfop-P-methyl” p. 38,        “haloxyfop-ethoxyethyl” p. 38, “flumiclorac-pentyl” p. 35,        “flupropacil” p. 143, “nipyraclofen” p. 145,        “ethamet-sulfuron-methyl” p. 36, “thifensulfuron-methyl” p. 35,        “pyrithiobac acid” p. 181);    -   “Agricultural Chemicals”, Book II Herbicides, 1993 (s.        “thiobencarb” p. 85, “benzofenap” p. 221, “napropanilid” p. 49,        “piperophos” p. 102, “anilofos” p. 241, “imazosulfuron        (TH-913)” p. 150, “etobenzamid (HW-52)” p. 54, “sulcotrione        (ICIA-0051)” p. 268, “poast” p. 253, “focus” p. 222,        “dimethenamid” p. 48, “sulfosate” p. 236, “2,4-DB” p. 10,        “dichlorprop-P” p. 6, “flupoxam” p. 44, “prosulfocarb” p. 84,        “quinmerac” p. 233, “metazachlor” p. 64, “flurtamone” p. 265,        “bromofenoxim” p. 228, “fomesafen” p. 248,        “imazamethabenz-methyl” p. 153, “clodinafop-propargyl” p. 214,        “fenoxaprop-P-ethyl” p. 208, “fluazifop-P-butyl” p. 207,        “quizalofop-P-ethyl” p. 210, “quizalofop-terfuryl” p. 211,        “flumioxazin” p. 43, “flumipropyn” p. 267, “sulfentrazone” p.        261, “thiazopyr” p. 226, “pyrithiobac-sodium” p. 266,        “amidosulfuron” p. 151, “halosulfuron-methyl” p. 148,        “rimsulfuron” p. 138, “tribenuron-methyl” p. 139,        “triflusul-furon-methyl” p. 137, “primisulfuron-methyl” p. 147);    -   “Agricultural Chemicals”, Book II Herbicides, 13^(th) Edition        (s. “carfenstole” p. 284, “sulfosulfuron” p. 145,        “ethoxysulfuron” p. 149, “pyribenzoxym” p. 279,        “diflufenzopyr” p. 90, “ET-751” p. 278, “carfentrazone-ethyl” p.        267, “fluthiacet-methyl” p. 277, “imazapic” p. 160,        “butenachlor” p. 54, “tiocarbazil” p. 84, “fluthiamide” p. 62,        “isoxaflutole” p. 283, “butroxydim” p. 259)    -   “Short Review of Herbicides & PGRs 1991, Hodogaya Chemicals (s.        “furyloxyfen” p. 142, “triazofenamid” p. 268, “thenylchlorid        (NSK-850)” p. 52, “cumyluron (JC-940)” p. 90, “pendimethalin        (AC-92553)” p. 58, “buthidazole” p. 88, “cyprazole” p. 38,        “allidochlor” p. 48, “benzoylprop-ethyl” p. 38,        “chlorthiamid” p. 150, “diphenamid” p. 34, “flamprop-methyl” p.        40, “fosamin” p. 232, “isoxaben” p. 42, “monalide” p. 32,        “naptalam” p. 36, “pronamid” p. 34, “bialaphos” p. 234,        “glufosinate-ammonium” p. 234, “glyphosate” p. 232, “amitrol” p.        254, “clomeprop p. 20, “dichlorprop” p. 6, “fenoprop” p. 8,        “fluroxypyr” p. 156, “MCPA” p. 4, “MCPB” p. 8, “mecoprop” p. 6,        “napropamide” p. 16, “triclopyr” p. 154, “chloramben” p. 28,        “dicamba” p. 26, “clomazone” p. 268, “diflufenican” p. 42,        “fluorochloridone” p. 266, “fluridone” p. 156, “asulam” p. 112,        “barban” p. 100, “butylate” p. 106, “carbetamide” p. 36,        “chlorobufam” p. 100, “cycloate” p. 108, “desmedipham” p. 104,        “di-allate” p. 106, “EPTC” p. 108, “orbencarb” p. 112,        “pebulate” p. 106, “phen-isopham” p. 118, “phenmedipham” p. 104,        “propham” p. 100, “sulfallate” p. 110, “terbucarb” p. 102,        “tri-allate” p. 108, “vemolate” p. 108, “acetochlor” p. 48,        “alachlor” p. 46, “diethathyl-ethyl” p. 48, “dimethachlor” p.        50, “metolachlor” p. 46, “propachlor” p. 44, “pyrnachlor” p. 44,        “terbuchlor” p. 48, “xylachlor” p. 52, “alloxydim” p. 260,        “clethodim” p. 270, “cloproxydim” p. 268, “tralkoxydim” p. 270,        “dalapon” p. 212, “ethofumesate” p. 124, “benefin” p. 54,        “butralin” p. 58, “dinitramin” p. 56, “ethalfluralin” p. 60,        “fluchloralin” p. 54, “isopropalin” p. 58, “nitralin” p. 58,        “oryzalin” p. 60, “prodiamine” p. 62, “profluralin” p. 54,        “trifluralin” p. 54, “dinoseb” p. 128, “dinoseb-acetate” p. 128,        “dinoterb” p. 128, “DNOC” p. 126, “acifluorfen-sodium” p. 142,        “aclonifen” p. 146, “bifenox” p. 140, “chlornitrofen” p. 138,        “difenoxuron” p. 76, “fluorodifen” p. 138,        “fluoroglycofen-ethyl” p. 146, “lactofen” p. 144, “nitrofen” p.        136, “nitrofluorfen” p. 140, “oxyfluorfen” p. 140,        “cyperquat-chloride” p. 158, “difenzoquat-methyl-sulfate” p.        160, “diquat” p. 158, “paraquat-dichloride” p. 158,        “benzthiazuron” p. 82, “buturon” p. 66, “chlorbromuron” p. 72,        “chloroxuron” p. 76, “chlorotoluron” p. 74, “cycluron” p. 84,        “dimefuron” p. 88, “diuron” p. 70, “ethidimuron” p. 86,        “fenuron” p. 64, “fluometuron” p. 68, “isoproturon” p. 80,        “isouron” p. 88, “karbutilate” p. 76, “linuron” p. 72,        “methabenzthiazuron” p. 82, “metoxuron” p. 72, “monolinuron” p.        66, “monuron” p. 64, “neburon” p. 72, “siduron” p. 68,        “tebuthiuron” p. 86, “trimeturon” p. 64, “isocarbamid” p. 168,        “imazamethapyr” p. 172, “imazapyr” p. 170, “imazaquin” p. 170,        “imazethapyr” p. 172, “methazole” p. 162, “oxadiazon” p. 162,        “tridiphane” p. 266, “bromoxynil” p. 148, “ioxynil” p. 148,        “diclofop-methyl” p. 16, “fenthiaprop-ethyl” p. 20,        “fluazifop-butyl” p. 18, “haloxyfop-methyl” p. 18,        “isoxapyrifop” p. 22, “propaquizafop” p. 24,        “quizalofop-ethyl” p. 20, “chlorfenac” p. 258,        “chlorfenprop-methyl” p. 258, “chloridazon” p. 174, “maleic        hydrazide” p. 162, “norflurazon” p. 174, “pyridate” p. 176,        “clopyralid” p. 154, “picloram” p. 154, “chlorimuron-ethyl” p.        92, “chlorsulfuron” p. 92, “flazasulfuron” p. 96,        “metsulfuron-methyl” S.92, “nicosulfuron” p. 96,        “sulfometuron-methyl” p. 92, “triasulfuron” p. 94, “ametryn” p.        198, “atrazine” p. 188, “aziprotryne” p. 206, “cyanazine” p.        192, “cyprazine” p. 192, “desmetryne” p. 200, “dipropetryn” p.        202, “eglinazine-ethyl” p. 208, “hexazinone” p. 208,        “procyazine” p. 192, “prometone” p. 196, “prometryn” p. 196,        “propazine” p. 188, “secbumeton” p. 196, “simazine” p. 188,        “simetryn” p. 196, “terbumeton” p. 204, “terbutryn” p. 198,        “terbutylazine” p. 190, “trietazine” p. 188, “ethiozine” p. 210,        “metamitron” p. 206, “metribuzin” p. 202, “bromacil” p. 180,        “lenacil” p. 180, “terbacil” p. 180, “benazolin” p. 262,        “bensulide” p. 228, “benzofluor” p. 266, “butamifos” p. 228,        “DCPA” p. 28, “dichlobenil” p. 148, “endothal” p. 264,        “mefluidide” p. 306, “perfluidone” p. 260, “terbuchlor” p. 48);    -   “Global Herbicide Directory” First Edition, 1994 (s.        “oxadiargyl” p. 96);    -   “European Directory of Agrochemical Products” Volume        2—Herbicides” Fourth Edition, (s. “buminafos” p. 255).

Moreover, the compound “DEH-112” is disclosed in European PatentApplication EP-A 302 203. The compound “tepraloxydim” is described inDE-A 33 36 140; the compound “cinidon-ethyl” in DE-A 36 03 789,“fencarbazone” in EP 507 171, “foramsulfuron” in U.S. Pat. No.5,922,646, “propoxycarbazone” in EP 507 171 and the compound“fluorbentranil” in EP-A 84 893. Other compounds are known from“Brighton Crop Protection Conference—Weeds—1993” (S. “thidiazimin” p.29, “AC-322140” p. 41, “KIH-6127” p. 47, “prosulfuron” p. 53, “KIH-2023”p. 61, “metobenzuron” p. 67). The compound “carfenstrole (CH-900)” ismentioned in EP-A 332 133, and the compoundN-[[[4-methoxy-6-(trifluoro-methyl)-1,3,5-triazin-2-yl]amino]-carbonyl]-2-(trifluoromethyl-benzenesulfonamide)is described in PCT/EP 96/03996.

The assignment of the active ingredients to the respective mechanisms ofaction is based on current knowledge. If several mechanisms of actionapply to one active ingredient, this substance was only assigned to onemode of action.

The present invention also extends to herbicidal compositions whichcomprise a herbicidally active amount of a synergistic herbicidalmixture (comprising a compound of group A), a compound of group B), ifdesired, a compound of group C) and, if desired, a compound of group D)as described above), at least one liquid and/or solid carrier and, ifdesired, at least one surfactant.

The herbicidal compositions and synergistic herbicidal mixturesaccording to the invention can effect very good control of broad-leavedweeds and grass weeds in crops such as maize, cereals, rice and soyawithout damaging the crop plants, an effect observed especially even atlow rates of application.

Taking into consideration the variety of application method in question,the herbicidal compositions and synergistic herbicidal mixturesaccording to the invention can additionally be employed in a furthernumber of crop plants for eliminating undesirable plants. Examples ofsuitable crops are the following:

Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis,Beta vulgaris ssp. altissima, Beta vulgaris ssp. rapa, Brassica napusvar. napus, Brassica napus var. napobrassica, Brassica rapa var.silvestris, Camellia sinensis, Carthamus tinctorius, Caryaillinoinensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffeacanephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucuscarota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypiumhirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypiumvitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare,Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linumusitatissimum, Lycopersicon lycopersicum, Malus spp., Manihot esculenta,Medicago saliva, Musa spp., Nicotiana tabacum (N. rustica), Oleaeuropaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Piceaabies, Pinus spp., Pisum sativum, Prunus avium, Prunus persica, Pyruscommunis, Ribes sylvestre, Ricinus communis, Saccharum officinarum,Secale cereale, Solanum tuberosum, Sorghum bicolor (s. vulgare),Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticum durum,Vicia faba, Vitis vinifera und Zea mays.

Moreover, the herbicidal compositions and synergistic herbicidalmixtures according to the invention may also be employed for controllingharmful plants in modified crops. These modified crops are obtained bygenetic engineering methods or by breeding, and—as a rule—they aredistinguished by particular, advantageous properties, for example byresistance to certain crop protection agents, resistance to plantdiseases or pathogens causing plant diseases such as particular insectsor microorganism such as fungi, bacteria or viruses. Other particularproperties relate, for example, to the harvested material in terms ofquality, storing properties, composition and specific constitutions.

The mixtures according to the invention, or the herbicidal compositionscomprising them, can be employed, for example, in the form of directlysprayable aqueous solutions, powders, suspensions, alsohighly-concentrated aqueous, oily or other suspensions or dispersions,emulsions, oil dispersions, pastes, dusts, materials for spreading orgranules, by means of spraying, atomizing, dusting, spreading orpouring.

The use forms depend on the intended purposes; in any case, they shouldguarantee the finest possible distribution of the active ingredientsaccording to the invention.

Suitable inert auxiliaries are mineral oil fractions of medium to highboiling point such as kerosene and diesel oil, furthermore coal tar oilsand oils of vegetable or animal origin, aliphatic, cyclic and aromatichydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylatednaphthalenes and their derivatives, alkylated benzenes and theirderivatives, alcohols such as methanol, ethanol, propanol, butanol andcyclohexanol, ketones such as cyclohexanone, strongly polar solvents,such as N-methylpyrrolidone and water.

Aqueous use forms can be prepared from emulsion concentrates,suspensions, pastes, wettable powders or water-dispersible granules byadding water. To prepare emulsions, pastes or oil dispersions, thesubstances, as such or dissolved in an oil or solvent, can behomogenized in water by means of wetting agent, tackifier, dispersant oremulsifier. However, it is also possible to prepare concentratescomposed of active substance, wetting agent, tackifier, dispersant oremulsifier and, if appropriate, solvent or oil, and these concentratesare suitable for dilution with water.

Suitable surfactants are the alkali metal, alkaline earth metal andammonium salts of aromatic sulfonic acids, e.g. ligno-, phenol-,naphthalene- and dibutylnaphthalene-sulfonic acid, and of fatty acids,of alkyl- and alkylaryl sulfonates, of alkyl sulfates, lauryl ethersulfates and fatty alcohol sulfates, and salts of sulfated hexa-, hepta-and octadecanols, and of fatty alcohol glycol ether, condensates ofsulfonated naphthalene and its derivatives with formaldehyde,condensates of naphthalene, or of the naphthalenesulfonic acids, withphenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylatedisooctyl-, octyl- or nonylphenol, alkylphenyl and tributylphenylpolyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol,fatty alcohol/ethylene oxide condensates, ethoxylated castor oil,polyoxyethylene alkyl ethers or polyoxypropylene alkyl ethers, laurylalcohol polyglycol ether acetate, sorbitol esters, lignin-sulfite wasteliquors or methylcellulose.

Powders, materials for spreading and dusts can be prepared by mixing orconcomitantly grinding the synergistic herbicidal mixture or theindividual active ingredients with a solid carrier.

Granules, e.g. coated granules, impregnated granules and homogeneousgranules, can be prepared by binding the active ingredients to solidcarriers. Solid carriers are mineral earths such as silicas, silicagels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess,clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate,magnesium oxide, ground synthetic material, fertilizers such as ammoniumsulfate, ammonium phosphate, ammonium nitrate, ureas and products ofvegetable origin such as cereal meal, tree bark meal, wood meal andnutshell meal, cellulose powders or other solid carriers.

The concentrations of the mixtures according to the invention in theready-to-use products can be varied within wide ranges. In general, theformulations comprise from 0.01 to 95% by weight, preferably 0.5 to 90%by weight, of the mixture according to the invention.

The compounds of the groups A) and B), if desired, C) and, if desiredD), can be formulated jointly, but also separately, and/or applied tothe plants, their environment and/or seeds jointly or separately.

In case a compound of group C) is present in the mixture according tothe invention it can be used for penetrating the seed of a crop plant(seed dresing), or be incorporated into the seed furrows prior tosowing. The other compounds of the groups A), B) and, if desired, D) areapplied then separatly from the compound of group C).

It is preferable to apply the active ingredients simultaneously.However, it is also possible to apply them separately.

Moreover, it may be advantageous to apply the herbicidal compositionsand synergistic herbicidal mixtures according to the invention, jointlyor separately, with additional other crop protection agents, for examplewith pesticides or agents for controlling phytopathogenic fungi orbacteria. Also of interest is the miscibility with mineral saltsolutions which are employed for treating nutritional and trace elementdeficiencies. Non-phytotoxic oils and oil concentrates can also beadded.

The mixtures-according to the invention and the herbicidal compositionscan be applied pre- or post-emergence. If the active ingredients areless well tolerated by certain crop plants, application techniques maybe used in which the herbicidal compositions are sprayed, with the aidof the spray apparatus, in such a way that they come into as littlecontact, if any, with the leaves of the sensitive crop plants whilereaching the leaves of undesirable plants which grow underneath, or thebare soil (post-directed, lay-by).

In the case of a post-emergence treatment of the plants, the herbicidalcompositions according to the invention are preferably applied by foliarapplication. Application may be effected, for example, by usual sprayingtechniques with water as the carrier, using amounts of spray mixture ofapprox. 100 to 1000 l/ha. The compositions may also be applied by theso-called “low-volume” and “ultra-low-volume” methods, or in the form ofso-called granules.

As a rule, the synergistic herbicidal mixtures comprise the compounds ofthe groups A) and B) if desired, C) and, if desired, D) in such weightratios that the synergistic effect takes place.

The ratios of the compounds of the groups A) and B) in the mixturepreferably range from 1:0.0002 to 1:50, preferably from 1:0.005 to1:7.5, particularly preferably from 1:0.01 to 1:4.

The ratios of the compounds of the groups A) and C) in the mixturepreferably range from 1:0.002 to 1:50, preferably from 1:0.02 to 1:12.5,particularly preferably from 1:0.03 to 1:6.

The ratios of the compounds of the groups A) and D) in the mixturepreferably range from 1:0.001 to 1:400, preferably from 1:0.005 to1:200, particularly preferably from 1:0.006 to 1:16.

The rate of application of pure synergistic herbicidal mixture, i.e.without formulation auxiliaries, amounts to 0.1 to 5000 g/ha, preferably1 to 2000 g/ha, in particular 5 to 1000 g/ha, of active substance(a.s.), depending on the intended aim, the season, the target plants andgrowth stage.

The rate of application of picolinafen is 10 to 500 g/ha, as a rule 20to 100 g/ha, preferably 25 to 75 g/ha, of active substance (a.s.).

The application of the compound of group B) is 0.1 to 500 g/ha, as arule 0.5 to 150 g/ha, preferably 1 to 100 g/ha, of active substance(a.s.).

-   -   Especially the application rate of chloransulam is 1 to 100        g/ha, as a rule 5 to 75 g/ha, preferably 10 to 50 g/ha, of        active substance (a.s.).    -   Especially the application rate of diclosulam is 1 to 500 g/ha,        as a rule 10 to 100 g/ha, preferably 20 to 75 g/ha, of active        substance (a.s.).    -   Especially the application rate of florasulam is 1 to 500 g/ha,        as a rule 20 to 100 g/ha, preferably 35 to 75 g/ha, of active        substance (a.s.).    -   Especially the application rate of flumetsulam is 10 to 300        g/ha, as a rule 30 to 150 g/ha, preferably 50 to 100 g/ha, of        active substance (a.s.).    -   Especially the application rate of metsulam is 0.1 to 500 g/ha,        as a rule 0.5 to 100 g/ha, preferably 1 to 50 g/ha, of active        substance (a.s.).    -   Especially the application rate of penoxsulam is 0.5 to 250        g/ha, as a rule 1 to 100 g/ha, preferably 5 to 25 g/ha, of        active substance (a.s.).

The preferred rate of application of the optional compound of group C)is 1 to 500 g/ha, as a rule 2 to 250 g/ha, preferably 2.5 to 100 g/ha,of active substance (a.s.).

-   -   As a rule the application rate of cloquintocet is 1 to 50 g/ha,        of active substance (a.s.).    -   As a rule the application rate of isoxadifen is 25 to 150 g/ha,        of active substance (a.s.).    -   As a rule the application rate of mefenpyr is 10 to 100 g/ha, of        active substance (a.s.).

The preferred rate of application of the optional compound of group D)is 0.5 to 4000 g/ha, of active substance (a.s.).

-   -   As a rule the application rate of a sulfonylurea of group D) is        from 0.5 to 250 g/ha, as a rule from 1 to 125 g/ha, of active        substance (a.s.).

USE EXAMPLES

The mixtures according to the invention were applied pre- orpost-emergence (foliar treatment). The herbicidal compounds of groups A)and B) and, if desired, C) and, if desired, D) were applied in theformulation in which they are present as commercially available product.

The herbicidally active compounds of the groups A), B) and, if desired,C) and, if desired, D) were applied in succession or jointly, in thelatter case in some cases as a tank mix and in some cases as a readymix,in the form of emulsions, aqueous solutions or suspensions, the vehiclebeing water (300-400 l/ha). In the case of the field trials, applicationwas effected with the aid of a mobile plot sprayer.

The test period extended over 3 to 8 weeks, and the stands were alsoobserved at later points in time.

Damage by the herbicidal compositions was evaluated with reference to ascale of 0% to 100% in comparison with untreated control plots. 0 meansno damage and 100 means complete destruction of the plants.

The following examples will demonstrate the action of the herbicidalcompositions which can be used according to the invention, withoutexcluding the possibility of other uses.

In these examples, the value E at which only an additive effect of theindividual active ingredients is to be expected was calculated by themethod of S. R. Colby (Calculating synergistic and antagonisticresponses of herbicide combinations, Weeds 15, 20 pp (1967)).

This was done using the formula $E = {X + Y - \frac{XY}{100}}$where

-   X=Percentage of the herbicidal action of the compound of group A) at    an application rate of a;-   Y=Percentage of the herbicidal action of the compound of group B) at    an application rate of b;-   E=expected herbicidal action of the compounds of the groups A)+B) at    rates of application a+b (in %).

If the value observed exceeds the value E calculated in accordance withColby's formula, then synergism is present.

The herbicidal mixtures according to the invention, like mixtures ofpicolinafen with florasulam or picolinafen with metosulam at appropriateapplication rates under post emergence conditions, exert a greaterherbicidal action than would have been expected according to Colby onthe basis of the observed effects of the individual components when usedalone.

1. A synergistic herbicidal mixture comprising A) picolinafen (I)

 or an environmentally compatible salt thereof; and B) a synergisticallyeffective amount of at least one triazolopyrimidine herbicide selectedfrom the triazolopyrimidine sulfonanilides and penoxsulam;  or anenvironmentally compatible salts or ester thereof; and, if desired, C)at least a safener selected from the group consisting of dichlormid,benoxacor, LAB 145 138, MG-191, furilazole, cyometrinil, oxabetrinil,fluxofenim, flurazole, naphthalic acid anhydride, fenclorim,fenchlorazole-ethyl, mefenpyr, isoxadifen, cloquintocet,1-ethyl-4-hydroxy-3(1H-tetrazol-5-yl)-1H-quinolin-2-one,4-carboxymethyl-chro-man-4-carboxylic acid,N-(2-methoxybenzyl)-4-(3-methyl-ureido)-benzenesulfon-amide and(3-oxo-isothiochroman-4-ylidenmethoxy)acetic acid methyl ester;  or anenvironmentally compatible salt, esters or amide thereof.
 2. Asynergistic herbicidal mixture as claimed in claim 1 comprising, ascomponent B) at least an optionally substituted(1,2,4)triazolo[1,5-c]pyrimidine or an optionally substituted(1,2,4)triazolo[1,5-a]pyrimidine or penoxsulam.
 3. A synergisticherbicidal mixture as claimed in claim 1 comprising, as a component B)at least an optionally substituted (1,2,4)triazolo[1,5-c]pyrimidine offormula IIa

wherein R¹ is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl andC₁-C₄-haloalkoxy; R² is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkyl, C₁-C₄-haloalkoxy and hydroxycarbonyl; m 0, 1, 2 or 3; n0, 1, 2 or 3; or an optionally substituted(1,2,4)triazolo[1,5-a]pyrimidine of formula IIb

wherein R¹ is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkyl andC₁-C₄-haloalkoxy; R² is halogen, C₁-C₄-alkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkyl, C₁-C₄-haloalkoxy and hydroxycarbonyl; m 0, 1, 2 or 3; n0, 1, 2 or 3; or penoxsulam.
 4. A synergistic herbicidal mixture asclaimed in claim 1 comprising, as component B) at least one ofcloransulan, diclosulam, florasulam, flumetsulam, metzosulam orpenoxsulam.
 5. A synergistic herbicidal mixture as claimed in claim 1comprising, as a component C) at least one of cloquintocet, isoxadifenor mefenpyr;
 6. A synergistic herbicidal mixture as claimed in claim 1,additionally comprising as component D) at least one of an acetyl-CoAcarboxylase inhibitor (ACC), acetolactate synthase inhibitor (ALS),amide, auxin herbicide, auxin transport inhibitor, carotenoidbiosynthesis inhibitor, enolpyruvylshikimate 3-phosphate synthaseinhibitor (EPSPS), glutamine synthetase inhibitor, lipid biosynthesisinhibitor, mitosis inhibitor, protoporphyrinogen IX oxidase inhibitor,photosynthesis inhibitor, synergist, growth substance, cell wallbiosynthesis inhibitor or another herbicide.
 7. A synergistic herbicidalmixture as claimed in claim 1 comprising as component D) at least asulfonylurea.
 8. A synergistic herbicidal mixture as claimed in claim 1comprising as active ingredients only picolinafen and one compound ofgroup B).
 9. A synergistic herbicidal mixture as claimed in claim 1comprising as active ingredients only picolinafen, one compound of groupB) and one compound of group C).
 10. A synergistic herbicidal mixture asclaimed in claim 1 comprising as active ingredients only picolinafen,one compound of group B) and one compound of group D).
 11. A synergisticherbicidal mixture as claimed in claim 1 comprising as activeingredients only picolinafen, one compound of group B), one compound ofgroup C) and one compound of group D).
 12. A synergistic herbicidalmixture as claimed in claim 1 wherein the ratios of the compounds of thegroups A) and B) range from 1:0.0002 to 1:50.
 13. A synergisticherbicidal mixture as claimed in claim 1 wherein the ratios of thecompounds of the groups A) and C) range from 1:0.002 to 1:50.
 14. Asynergistic herbicidal mixture as claimed in claim 6 wherein the ratiosof the compounds of the groups A) and D) range from 1:0.001 to 1:400.15. A herbicidal composition comprising a herbicidally active amount ofa synergistic herbicidal mixture as claimed in claim 1, at least oneliquid and/or solid carrier and, if desired, at least one surfactant.16. A process for the preparation of a herbicidal composition as claimedin claim 15, comprising mixing the compounds of group A), B), ifdesired, C), if desired, D), at least one liquid and/or solid carrierand, if desired, at least one surfactant.
 17. A method for controllingundesired vegetation, which comprises applying a synergistic herbicidalmixture as claimed in claim 1, during and/or after the emergence ofundesired plants, it being possible for the active compounds of thegroups A), B), if desired, C) and, if desired D) to be appliedsimultaneously or in succession.
 18. A method for controlling undesiredvegetation comprising simultaneously or successively applying toundesired plants, their habitation or their seeds A) picolinafen (I)

 or an environmentally compatible salt thereof; and B) a synergisticallyeffective amount of at least one triazolopyrimidine herbicide selectedfrom the triazolopyrimidine sulfonanilides and penoxsulam;  or anenvironmentally compatible salt or ester thereof; and, if desired, C) atleast a safener selected from the group consisting of dichlormid,benoxacor, LAB 145 138, MG-191, furilazole, cyometrinil, oxabetrinil,fluxofenim, flurazole, naphthalic acid anhydride, fenclorim,fenchlorazole-ethyl, mefenpyr, isoxadifen, cloquintocet,1-ethyl-4-hydroxy-3(1H-tetrazol-5-yl)-1H-quinolin-2-one,4-carboxymethyl-chro-man-4-carboxylic acid,N-(2-methoxybenzyl)-4-(3-methyl-ureido)-benzenesulfon-amide and(3-oxo-isothiochroman-4-ylidenmethoxy)acetic acid methyl ester;  or anenvironmentally compatible salt, ester or amide thereof.